Cheap Flights from Annapolis (ANP) to Key West (EYW)

Popular airlines from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Frequently asked questions

How much does a flight from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW) cost?
Grab a cheap one-way flight or cheap return flight from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW)?
The cheapest month to fly from ANP to EYW is , when demand is low. Off-peak season is typically when better flight deals are available between these airports.
Which airlines fly direct from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW)?
You can't catch a direct flight from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW). However, you can easily journey to Key West without any layovers by departing from Ronald Reagan Washington National Airport (DCA).
What is the cheapest airline that flies from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW)?
To find the cheapest airline that'll fly you from ANP to EYW, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW)?
There are no daily direct flights available from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be soaring above the clouds in no time.
What day of the week has the most flights from ANP to EYW?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change depending on various factors, such as the carrier and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW)?
Choose a flight from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW) that takes off before 3 PM to reduce the risk of cancellations. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW) last-minute?
Last-minute bookings from ANP to EYW are typically more expensive. For the best prices, start searching for flights early. That being said, if your travel plans are flexible, you may find a cheap fare right before your trip.
Is it cheaper to book an ANP to EYW flight and hotel package?
You'll generally save money by securing an ANP to EYW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one convenient place. After choosing your preferred accommodations and flights, consider other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Annapolis, MD (ANP-Lee) to Key West Intl. Airport (EYW)?
If you reserved your ANP to EYW flight in the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more information.

Travel information

Origin airport
Lee
Destination airport
Key West Intl.
Distance
1039 mi

Book with confidence

Annapolis to Key West Flights

The cheapest times to fly from Annapolis to Key West

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Annapolis to Key West are during the month of . You can find some of the cheapest flights from Annapolis to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Annapolis to Key West

Sunday is one of the best days to book for cheap flights from Annapolis to Key West: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Annapolis to Key West

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Annapolis to Key West in 2026. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Annapolis to Key West flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Annapolis to Key West airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Annapolis to Key West Flights

Explore a world of travel with Expedia

*Available to One Key members.